有机化学 ›› 2020, Vol. 40 ›› Issue (1): 232-238.DOI: 10.6023/cjoc201908006 上一篇    下一篇

研究简报

含1,3,4-噁二唑结构的新型吡唑肟醚类衍生物的合成及杀虫活性

王杨a, 叶浩a, 钱程a, 姚炜a, 李宏b, 王凯a, 胡兰萍a, 李玲a, 吴锦明a, 戴红a   

  1. a 南通大学化学化工学院 南通 226019;
    b 南通丰田化工有限公司 南通 226005
  • 收稿日期:2019-08-04 修回日期:2019-08-26 出版日期:2020-01-25 发布日期:2019-09-05
  • 通讯作者: 胡兰萍, 戴红 E-mail:hlp@ntu.edu.cn;daihong_2015@aliyun.com
  • 基金资助:
    国家自然科学基金(No.21372135)、南通市科技计划(No.MS12017022-4,MS12019060)和和江苏省大学生创新训练计划(No.201810304016Z)资助项目.

Synthesis and Insecticidal Activities of Novel Pyrazole Oxime Ethers Carrying 1,3,4-Oxadiazole Unit

Wang Yanga, Ye Haoa, Qian Chenga, Yao Weia, Li Hongb, Wang Kaia, Hu Lanpinga, Li Linga, Wu Jinminga, Dai Honga   

  1. a College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019;
    b Nantong Fengtian Chemical Industry Co. Ltd, Nantong 226005
  • Received:2019-08-04 Revised:2019-08-26 Online:2020-01-25 Published:2019-09-05
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21372135), the Science and Technology Project Fund of Nantong City (No. MS12017022-4, MS12019060), and the Science and Technology Innovation Foundation for the College Students of Jiangsu Province (No. 201810304016Z).

为了寻找具有较好生物活性的吡唑肟醚类衍生物,基于唑螨酯的结构,在吡唑环的4-位引入1,3,4-噁二唑结构,设计合成了15个结构新颖的吡唑肟醚类化合物,它们的结构通过1H NMR、13C NMR、元素分析等手段得到表征.生测研究表明,部分目标化合物在500和100μg/mL浓度下对粘虫(Oriental armyworm)或蚜虫(Aphis medicaginis)都有较好的杀虫效果,其中10a10e10f10j在100 μg/mL时对粘虫有100%的杀死率,10g10j10l在100 μg/mL时对蚜虫有100%的杀虫活性.另外,10l在500 μg/mL浓度下对朱砂叶螨(Tetranychus cinnabarinus)也具有100%的杀灭效果.

关键词: 1,3,4-噁二唑, 吡唑肟醚, 合成, 杀虫活性

In search of novel pyrazole oxime ether derivatives with potent bioactivities, fifteen new pyrazole oxime ethers were designed and synthesized by introducing 1,3,4-oxadiazole moiety into the C-4 position of pyrazole based on the structure of fenpyroximate. Their structures were confirmed by 1H NMR, 13C NMR and elemental analysis. Preliminary bioassay data showed that some title compounds possessed good insecticidal activities against Oriental armyworm or Aphis medicaginis at the concentration of 500 and 100 μg/mL. At 100 μg/mL, compounds 10a, 10e, 10f and 10j displayed 100% mortality rate against Oriental armyworm, and compounds 10g, 10j and 10l showed insecticidal activity against Aphis medicaginis with 100%. In addition, compound 10l had 100% mortality rate against Tetranychus cinnabarinus at 500 μg/mL.

Key words: 1,3,4-oxadiazole, pyrazole oxime ether, synthesis, insecticidal activity